Ink jet recording medium

ABSTRACT

An ink jet recording medium containing a poly(dialkanol allylamine) derivative or a poly(dialkanol modified alkylene glycol) derivative in a support or in an ink receiving layer formed on the substrate or coated on the ink receiving layer provides images or letters of high density and of superior water resistance and light resistance.

BACKGROUND OF THE INVENTION

This invention relates to a recording meduim for recording with an inkand, more particularly, to an ink jet recording medium which providesimages or letters of high density and of superior water resistance andlight resistance.

Ink jet recording system performs recording of images or letters bysquirting fine drops of ink by various actuation principles ontorecording media such as paper. These ink jet recording systems havecharacteristics such as high-speed and low-noise recording, easymulticolor recording, great versatility of recording patterns and do notrequire development and fixation. Such systems rapidly becoming popularin various uses such in recording devices for various figures includingChinese characters and color images. Furthermore, multicolor ink jetrecording systems can provide images which are by no means inferior tothose obtained by multicolor printing with printing plates or by colorphotographic methods and thus, because of these systems are lessexpensive than photographic method, ink jet systems are increasinglybeing employed even in the fields of fullcolor image recording if manyprints are not required.

In an attempt to use wood free papers or coated papers as used inordinary printing or writing, as a medium for ink jet systems, effortsare focused on improving devices and composition of ink. However, withimprovements in performances of ink jet recording devices such asrecording speed and precision of recorded images and with enlargement ofuses such as full coloration of images, new recording medium is alsorequired to posses improved characteristics, for example, as follows: Itshould provide ink dots of high density and clear and bright color; Itshould rapidly absorb ink, causing neither flowing nor blotting of inkwhen ink dots overlap; Ink dots should not unnecessarily spread in aplanar direction and the periphery of the dots should be smooth andunblurred. Furthermore, it is required that when recorded images areexposed to unltraviolet rays, oxygen or water, dye resistance should notdecrease and preferably is enhanced.

Some proposals have been made to solve these problems. For example,Japanese Patent Application Kokai (Laid-Open) No. 52-53012 discloses anink jet recording paper which comprises a raw paper of low size contentwhich is wetted with a surface finishing coating composition. JapanesePat. application Kokai (Laid-Open) No. 53-49113 discloses an ink jetrecording paper which comprises a paper containing urea-formalin resinpowders impregnated with a water-soluble polymer. These ink jetrecording papers of plain paper type have rapid ink absorbingproperties, but still suffer from the defects in that the periphery ofink dot tends to be blurred and the density of dot is low.

Further, Japanses Patent Application Kokai (Laid-Open) No. 55-5830discloses an ink jet recording paper comprising a support provided withan ink absorbing coating layer on the surface; Japanese PatentApplication Kokai (Laid-Open) No. 55-51583 discloses an example of usingnon-colloidal silica powder as pigment in the coating layer; JapanesePatent Application Kokai (Laid-Open) No. 55-11829 discloses a papercoated with two layers having different ink absorbing rates andespecially Japanese Patent Application (Laid-Open) Nos. 59-174381,60-44386, 60-132785 and 60-171143 disclose ink jet recording papersprovided with transparent ink receiving layers. These ink jet recordingmedia of coated type are superior substrates relative to ink jetrecording papers of plain paper type in providing dots of betterdiameter and shape, image density and reproducibility of color tone, butthese substrates are also defective in that aqueous ink containingwater-soluble dye is often used for them and if an image formed on themedia is splashed with water, the dye redissolved and diffuses,resulting in a considerable reduction of the value of the record. Thedye is severely deteriorated due to high light transmittance and gaspermeability of the ink receiving layer.

Improving the water resistance has been proposed as follows: Theapplication water-soluble salts of metal to the recording surface(Japanese Patent Application Kokai (Laid-Open) No. 55-53591); arecording medium containing a polycationic high polymer electrolyte inthe surface (Japanese Patent Application Kokai (Laid-Open) No.56-84992); use of a water resistant agent which forms a lake with thedye in the ink after ink jet recording (Japanese Patent ApplicationKokai (Laid-Open) No. 55-150396); a method of rendering the imagesink-jet recorded on a recording sheet, water resistant by coating withwater-soluble polymer by insolubilizing said water-soluble polymer(Japanese Patent Application Kokai (Laid-Open) No. 56-58869);Insolubilization of the dye with a halogenated quaternary ammonium orsalt of alkylammonium (Japanese Patent Application Kokai (Laid-Open)Nos. 56-99693 and 59-96987); Converting dye to lake with water-solublesalts of metals (Japanese Patent Application Kokai (Laid-Open) No.59-96988).

However, these methods, are not totally effective in rendering imageswater resistant. Additional water resistant agents cause some reactionswith the dye, resulting in considerable reduction in stability of dye,and as a result it is difficult to obtain well-balanced quality asrecording medium.

On the other hand, in order to improve light resistance of recordedimages, Japanese Patent Application Kokai (Laid-Open) Nos. 54-68303,54-85804 and 56-18151 propose addition of ultraviolet absorbers to inksolution. However, these ultraviolet absorbers cause reduction of thejetting stability of ink and cannot be added in a large amount becauseof their low solubility. Small additions provide only a small effect.Another solution, relates to the addition of ultraviolet absorbers suchas benzophenone and benzotriazole compounds to an ink jet recordingsheet as disclosed in Japanese Patent Application Kokai (Laid-Open) Nos.57-74192, 57-74193 and 57-87988. However, these ultraviolet absorbershave problems in that their solubility in water is low and cannot beused in a large amounts. The addition of small amounts cannot providesufficient effect and if they are emulsified, the emulsion gives adverseresults. Still another is disclosed in, Japanese Patent ApplicationKokai (Laid-Open) Nos. 61-43593 and 61-47290 which propose the additionof metal slats such as weak acid salts of alkali metals. However, whenthese are used in large amounts, the color quality of images isdeteriorated and when used in a small amount, the effect is small.

Furthermore, due to the problem that use of a water resistant agent incombination with ultraviolet absorber damages effects, it has been verydifficult to obtain recording media which can provide images balanced inquality and having high color quality, water resistance and lightresistance and superior ink absorbability.

SUMMARY OF THE INVENTION

An object of this invention is to provide an ink jet recording mediumfor forming recording images by jetting thereon an aqueous ink which canprovide recorded images having an improved water resistance and lightresistance and is superior in recording properties, namely, high inrecording speed and precision and superior in image storage stability.

This invention provides an ink jet recording medium for forming recordedimages using an aqueous ink containing at least one water-soluble dyeselected from the group consisting of direct dye, acid dye, basic dye,reactive dye and coloring material for food, said recording mediumcontaining a poly(dialkanol allylamine) derivative represented by theformula: ##STR1## and/or a poly(dialkanol modified alkylene glycol)derivative represented by the formula: ##STR2## wherein R₁ represents analkylene group of 2 to 4 carbon atoms or a hydroxyalkylene group of 3 to4 carbon atoms; p represents an interger of 1 to 3; A represents atertiary and/or quarternary dialkanolamino group represented by thefollowing formula (III) and/or (IV); m and n each represents an intergerof 5 to 50 and the sum of m and n is an interger of 10 to 100; an qrepresents an interger of 10 to 1000, ##STR3## wherein R₂ and R₃ eachrepresents a hydroxylalkyl group of 2 to 3 carbon atoms; R₄ represents ahydrogen atom or an alkyl group of 1 to 2 carbon atoms; and X⊖represents a halogen or an anion represented by CH₃ SO₄ ⊖ or C₂ H₅ SO₄⊖.

DESCRIPTION OF THE PREFERRED EMBODIMENTS

The poly(dialkanol allylamine) derivative (referred to as "PAA"hereinafter) used in this invention can be prepared, for example, by thefollowing process.

An alkylene oxide is allowed to react with a polyallylamine of a givenmolecular weight as an aqueous solution at 40°-60° C. to form anadditional product, which is, if necessary, further reacted with a givenamount of an alkyl halide or dialkylsulfuric acid at 60°-80° C. toobtain the objective tertiary ammonium, partial quaternary ammonium saltand overall quaternary ammonium salt.

The poly(dialkanolamino modified alkylene glycol) derivative containingglycol as a linking group (referred to as "PAA-AG derivative"hereinafter) is used in this invention and can be prepared, for example,by the following method.

(1) Polyepihalohydrin with glycol as a linking group which is obtainedby the addition reaction of a glycol such as ethylene glycol with agiven amount of epihalohydrin using BF₃ as a catalyst at 60°-80° C. isreacted with N-alkyldialkanolamine at 100°-150° C. under a nitrogenstream to obtain the objective quaternary ammonium salt.

(2) Polyepihalohydrin obtained in the same manner as above is reactedwith a dialkanolamine at 80°-120° C. in a solvent in the presence of adehydrochlorination agent to obtain a PAA-AG derivative. If necessary,this product is desalted and thereafter is reacted with a given amountof a dialkylsulfuric acid or alkyl halide at the above temperture toobtain the objective tertiary ammonium and partial quaternary ammoniumsalt.

The recording medium of this invention which contains the PAA derivativeand/or PAA-AG derivative can be produced, for example, by the followingmethods: a method where a size press solution containing PAA derivativeand/or PAA-AG derivative is impregnated in or coated on a support duringmanufacturing thereof on a papermaking machine from a slurry ofmacerated pulp fibers by a size press device provided in the papermakingmachine; a method where a coating composition containing PAA derivativeand/or PAA-AG derivative is coated on a support by ordinary coatingdevices such as roll coater, reverse roll coater, air knife coater,blade coater and spray coater and then dried to from an ink receivinglayer containing PAA derivative and/or PAA-AG derivative; and a methodwherein molten PAA and/or PAA-AG derivatives are coated on an inkreceiving layer comprising ink absorbing pigments, adhesives and thelike provided on a support. In this case, fillers, pigments, adhesivesand other additives for general use may also be added.

In the case of impregnating the support in a solution containing a PAAderivative and/or a PAA-AG derivative, there can be used the PAAderivative and/or PAA-AG derivative preferably in an amount of 0.4 to 3g/m². In this case, the solution may contain one or more pigments and/ora water-soluble binder.

In the case of coating a coating composition containing a PAA derivativeand/or a PAA-AG derivative on the support, there can be used for the PAAderivative and/or PAA-AG derivative preferably in an amount of 0.4 to 10g/m², more preferably 0.5 to 7 g/m². The coating layer may be a singlelayer or a plurality of layers. The amount of the coating compositionchanges depending on its purpose and required absorbability. The coatingcomposition may contain one or more pigments, binders and otheradditives, The total amount of pigments, and the PAA derivative and/orPAA-AG derivative to be coated on the support is 0.4 to 50 g/m²,preferably 5 to 40 g/m², on a dry basis. The amount of the coatingcomposition is changed depending on the required absorbability,resolving power, water resistance, light resistance, etc.

More specifically, it is preferably to use 5 to 50 parts by weight, morepreferably 10 to 30 parts by weight, of the PAA derivative and/or PAA-AGderivative per 100 parts by weight of the pigment.

In another embodiment, the PAA derivative and/or PAA-AG derivative maybe contained in a pulp slurry.

The fillers and pigments used in this invention include, for example,white inorganic pigments such as light calcium carbonate, ground calciumcarbonate, kaolin, talc, calcium surfate, barium sulfate, titaniumoxide, zinc oxide, zinc sulfide, zinc carbonate, satin white, aluminumsilicate, diatomaceous earth, calcium silicate, magnesium silicate,synthetic amorphous silica, aluminum hydroxide, alumina and lithoponeand organic pigments such as styrene plastic pigments, acrylic plasticpigments, microcapsules and urea resin pigments. The preferred additionis synthetic amorphous silica.

Synthetic silica used in this invention means synthetic siliconcompounds mainly composed of silicon dioxide, such as dry process silicaobtained by thermal decomposition of silicon tetrachloride; so-calledwhite carbon, such as metathesis precipitation products of sodiumsilicate with acids, carbon dioxide, ammonium salts, etc.; silica solobtained by the thermal decomposition of soduim silicate with acids orobtained by passing sodium silicate through ion exchange resin;colloidal silica obtained by digestion of said silica sol with heating;silica gel which comprises three dimensional secondary particles formedthrough siloxane bond of primary particles of several millimicrons toseveral ten millimicrons obtained by gelation of silica sol withchanging gelation conditions; and so-called synthetic molecular sievesproduced by heating silica sol, sodium silicate, sodium aluminate, etc.as starting materials at 80°-120° C.

As the adhesives used in this invention, mention may be made of, forexample, aqueous adhesives, e.g., cellulose derivatives such as oxidizedstarch, etherified starch, carboxymethylcellulose andhydroxyethylcellulose, casein, gelatin, soybean protein, polyvinylalcohol and derivatives thereof, maleic anhydride resin, conjugateddiene polymer latices such as usual styrene-butadiene copolymer andmethyl methacrylate-butadiene copolymer, acryl polymer latices such aspolymers or copolymers of acrylic esters and methacrylic esters, vinylpolymer latices such as ethylene-vinyl acetate copolymer, functionalgroup-modified polymer latices obtained by modification of said variouspolymers with monomers containing functional group such as carboxylgroup, thermosetting synthetic resins such as melamine resin and urearesin and synthetic resin adhesives such as polymethyl methacrylate,polyurethane resin, unsaturated polyester resin, vinyl chloride-vinylacetate copolymer, polyvinyl bytyral and alkyd resin. These may be usedalone or in combination of two or more. These adhesives may be used inan amount of 2-100 parts by weight, perferably 5-30 parts by weight per100 parts by weight of pigment, but this ratio is not critical as far asit is enough to bind the pigment. However, use of more than 100 parts byweight of adhesive is not preferred because intersticial structure isreduced or interstices become too small due to film formation of theadhesive.

Other additives which maybe included in the composition are pigmentdispersants, thickeners, fluidity modifiers, antifoamers,foam-inhibitors, releasing agents, foaming agents, penetrants, coloreddyes, colored pigments, fluorescent brighteners, ultraviolet rayabsorbers, anti-oxidants, preservatives, antifungal agents, andwaterproofing agents. These may be used in optional amounts.

As supports, there may be used sheet-like materials such as paper andthermoplastic resin films. Papers may be free from sizing agents or maybe properly sized and may or may not contain fillers.

The thermoplastic resin films used include, for example, transparentfilms such as polyester, polystyrene, polyvinyl chloride, polymethylmethacrylate, cellulose acetate, polyethylene and polycarbonate andwhite opaque films filled with white pigments or containing fine foams.The white pigments include, for example, titanium oxide, calciumsulfate, calcium carbonate, silica, clay, talc, zinc oxide and the like.

Additionally laminate papers comprising a paper laminated with resinfilms or finished with molten resins may also be used as supports. Suchlaminated papers may be subjected to a rubbing treatment or coronadischarge treatment in order to improve adhesion between the surface ofthe resin and ink receiving layer.

A sheet obtained by coating the ink receiving layer on the support maybe used as is i.e. as a recording sheet of this invention, but thesurface may be made smooth by passing it through a roll nip underheating and/or pressure by supercalender or gloss calender processes. Inthis case, excess treatment by supercalender causes reduction of inkabsorption through interstices between particles and so the degree oftreatment must be controlled.

The aqueous ink used in this invention is a recording liquid comprisingthe following colorant, liquid medium and other additives.

The colorants include water-soluble dyes such as direct dyes, acid dyes,basic dyes, reactive dyes and coloring matters for food.

The direct dyes include, for example, the following:

C.I. Direct Black 2, 4, 9, 11, 14, 17, 19, 22, 27, 32, 36, 38, 41, 48,49, 51, 56, 62, 71, 74, 75 77, 78, 80, 105, 106, 107, 108, 112, 113,117, 132, 146, 154, 194

C.I. Direct Yellow 1, 2, 4, 8, 11, 12, 24, 26, 27, 28, 33, 34, 39, 41,42, 44, 48, 50, 51, 58, 72, 85, 86, 87, 88, 98, 100, 110

C.I. Direct Orange 6, 8, 10, 26, 29, 39, 41, 49, 51, 102,

C.I. Direct Red 1, 2, 4, 8, 9, 11, 13, 17, 20, 23, 24, 28, 31, 33, 37,39, 44, 46, 47, 48, 51, 59, 62, 63, 73, 75, 77, 80, 81, 83, 84, 85, 90,94, 99, 101, 108, 110, 145, 189, 197, 220, 224, 225, 226, 227, 230

C.I. Direct Violet 1, 7, 9, 12, 35, 48, 51, 90, 94

C.I. Direct Blue 1, 2, 6, 8, 15, 22, 25, 34, 69, 70, 71, 72, 75, 76, 78,80, 81, 82, 83, 86, 90, 98, 106, 108, 110, 120, 123, 158, 163, 165, 192,193, 194, 195, 196, 199, 200, 201, 202, 203, 207, 218, 236, 237, 239,246, 258

C.I. Direct Green 1, 6, 8, 28, 33, 37, 63, 64

C.I. Direct Brown 1A, 2, 6, 25, 27, 44, 58, 95, 100, 101, 106, 112, 173,194, 195, 209, 210, 211

Acid dyes include, for example, the following:

C.I. Acid Black 1, 2, 7, 16, 17, 24, 26, 28, 31, 41, 48, 52, 58, 60, 63,94, 107, 109, 112, 118, 119, 121, 122, 131, 155, 156

C.I. Acid Yellow 1, 3, 4, 7, 11, 12, 13, 14, 17, 18, 19, 23, 25, 29, 34,36, 38, 40, 41, 42, 44, 49, 53, 55, 59, 61, 71, 72, 76, 78, 99, 111,114, 116, 122, 135, 161, 172

C.I. Acid Orange 7, 8, 10, 33, 56, 64

C.I. Acid Red 1, 4, 6, 8, 13, 14, 15, 18, 19, 21, 26, 27, 30, 32, 34,35, 37, 40, 42, 51, 52, 54, 57, 80, 82, 83, 85, 87, 88, 89, 92, 94, 97,106, 108, 110, 115, 119, 129, 131, 133, 134, 135, 154, 155, 172, 176,180, 184, 186, 187, 249, 254, 256, 317, 318

C.I. Acid Violet 7, 11, 15, 34, 35, 41, 43, 49, 75

C.I. Acid Blue 1, 7, 9, 22, 23, 25, 27, 29, 40, 41, 43, 45, 49, 51, 53,55, 56, 59, 62, 78, 80, 81, 83, 90, 92, 93, 102, 104, 111, 113, 117,120, 124, 126, 145, 167, 171, 175, 183, 220, 234, 236

C.I. Acid Green 3, 12, 19, 27, 41, 9, 16, 20, 25

C.I. Acid Brown 4, 14

Basic dyes include, for example, the following:

C.I. Basic Black 2, 8

C.I. Basic Yellow 1, 2, 11, 12, 14, 21, 32, 36

C.I. Basic Orange 2, 15, 21, 22

C.I. Basic Red 1, 2, 9, 12, 13, 37

C.I. Basic Violet 1, 3, 7, 10, 14

C.I. Basic Blue 1, 3, 5, 7, 9, 24, 25, 26, 28, 29

C.I. Basic Green 1, 4

C.I. Basic Brown 1, 12

Reactive dyes include, for example, the following:

C.I. Reactive Black 1, 3, 5, 6, 8, 12, 14

C.I. Reactive Yellow 1, 2, 3, 13, 14, 15, 17

C.I. Reactive Orange 2, 5, 7, 16, 20, 24

C.I. Reactive Red 6, 7, 11, 12, 15, 17, 21, 23, 24, 35, 36, 42, 63, 66

C.I. Reactive Violet 2, 4, 5, 8, 9

C.I. Reactive Blue 2, 5, 7, 12, 13, 14, 15, 17, 18, 19, 20, 21, 25, 27,28, 37, 38, 40, 41

C.I. Reactive Green 5, 7

C.I. Reactive Brown 1, 7, 16

Coloring materials for food include, for example, the following:

C.I. Food Black 2

C.I. Food Yellow 3, 4, 5

C.I. Food Red 2, 3, 7, 9, 14, 52, 87, 92, 94, 102, 104, 105, 106

C.I. Food Violet 2

C.I. Food Blue 1, 2

C.I. Food Green 2, 3.

As the liquid media for aqueous ink, mention may be made of water andvarious water-soluble organic solvents, for example, alkyl alcohols of1-4 carbon atoms such as methyl alcohol, ethyl alcohol, n-propylalcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol,tert-butyl alcohol and isobutyl alcohol; amides such asdimethylformamide and dimethylacetamide; keytones or ketone alcoholssuch as acetone and diacetone alcohol; ethers such as tetrahydrofuranand dioxane; polyalkylene glycols such as polyethylene glycol andpolypropylene glycol; alkylene glycols having 2-6 alkylene groups suchas ethylene glycol, propylene glycol, butylene glycol, triethyleneglycol, 1,2,6-hexanetriol, thiodiglycol, hexylene glycol and diethyleneglycol; and lower alkyl ethers of polyhydric alcohols such as glycerin,ethylene glycol methyl ether, diethylene glycol methyl (or ethyl) etherand triethylene glycol monomethyl ether.

Of these water-soluble organic solvents, preferred are polyhydricalcohols such as diethylene glycol and lower alkyl ethers of polyhydricalcohols such as triethylene glycol monomethyl ether and triethyleneglycol monoethyl ether.

Other additives include, for example, pH adjusters, sequestering agents,antifungal agents, viscosity modifiers, surface tension adjusters,wetting agents, surface active agents, and rust preventors.

Aptitude for ink jet recording were determined by the following methods.

Color density: Density of solid images obtained by printing with cyanink (C), magenta ink (M), yellow ink (Y) and black ink (Bk) by ink jetcolor image printer (IO-720 manufactured by Sharp Corporation) wasmeasured by Macbeth densitometer RD 514.

Light resistance: Solid image obtained by printing with Bk ink by inkjet printer (A-1210 manufactured by Canon, Inc.) was exposed to xenonfadeometer (FAL-25X-HCL manufactured by Suga Tester Co.) underilluminance of 41 W/m² at 40° C., 60% for 40 hours or exposed tosunlight for 24 hours. Sensory chromaticity (L*a*b*) of the image beforeand after exposure to xenon light or sunlight was measured by adifferential colorimeter (CR-100 manufactured by Minolta Camera Co.,Ltd.) and color difference ΔE was obtained from sensory chromaticitydifference (ΔL*Δa*Δb*) before and after exposure. The resulting value ofcolor difference was employed as degree of discoloration and fading.

Ozone resistance: Solid image obtained by printing with Bk ink by inkjet printer (A-1210 manufactured by Canon, Inc.) was exposed to a streamof 3 g/m³ ozone from an ozone generator (OS-1 manufactured by MitsubishiElectric Corporation) for 5 minutes and color difference ΔE before andafter exposure was obtained in the same manner as in measurment of lightresistance. This value was employed as degree of discoloration andfading. For both the light resistance and ozone resistance, the smallervalue indicates less discoloration and fading, namely, superior results.

Water resistance: Solid images obtained by printing with C, M, Y and Bkinks by the same ink jet printer of Canon, Inc. as used above weredipped in running water at 30° C. for 3 minutes and the density of theimages before and after dipping was measured by Macbeth densitometer RD514. Density after dipping was divided by density before dipping and thequotient was shown by percentage. This was employed as a value for waterresistance. The higher the value, the better the water resistance.

Ink absorbing rate: Immediately after formation of a solid red image(magenta+yellow) by the ink jet printer of Sharp Corporation or Canon,Inc. (after about one second), the paper carrying the image was fed andallowed to contact with paper press roll or fingers. The ink absorbingrate was evaluated by the presence or absence of a stain.

The poly(dialkanol allylamine) derivative used in this invention acts asa water resistant agent for water-soluble dyes owing to its cationicproperty. Further this derivative also favorably acts on lightresistance and storage stability of recorded images (especially, onlight resistance and ozone resistance of black images).

Quaternary ammonium salts have been widely proposed as water a resistantagent for water-soluble dyes in ink jet recording media. Dialkanolaminomodified products have also been proposed, but they provide imagessuperior in water resistance, but are inferior in light resistance orsuperior in light resistance, and inferior water resistance.

The poly(dialkanol allylamine) derivative has a moderate molecularweight and hence the cationic property thereof can be freely changeddepending on the combination of tertiary and quaternary compounds andthus agglomeration of pigments such as silica can be properly designed.This compound also exhibits a remarkable effect on fixation ofwater-soluble dyes. With reference to light resistance, the derivativeinhibits fading of color due to composite effects of absorbability tosilica and dyes and reducibility of aminoacohol terminal groups.

Therefore, this invention has been attained based on these complicatedcomposite actions and not on any application of known techniques. Inother words, this invention is based on an utterly new conception.

The following nonlimiting examples illustrate this invention. Parts and% in the examples are by weight. PAA derivatives used in the examplesand comparative examples are shown in Table 1 and PAA-AG derivatives areshown in Tables 3 and 4.

EXAMPLE 1

To a pulp slurry comprising 80 parts of LBKP (hardwood bleached kraftpulp) having a freeness of 370 ml (CSF: Canadian Standard Freeness) and20 parts of NBKP (soft bleached kraft pulp) having a freeness of 400 mlwere added 20 parts of talc and 0.5 part of cationic starch (CatoFproduced by Oji National Co.). A paper of 65 g/m² in basis weight wasproduced from the mixture by a wire paper machine. During production ofthe paper, a size press solution comprising 2% of polyvinyl alcohol (PVA117 manufactured by Kuraray Co.), white carbon (NIPSIL LP manufacturedby Japan Silica Co.) and 4% of Compound 3 shown in Table 1 (PAAderivative) was applied to the paper by a size press device. Thustreated paper was dried and finished by passing it through machinecalender to obtain a recording paper. This recording paper was evaluatedon ink jet aptitudes and the results are shown in Table 2.

COMPARATIVE EXAMPLE 1

A recording paper was produced in the same manner as in Example 1 exceptthat the PAA derivative was omitted from the size press solution.Results of evaluation of ink jet aptitudes are shown in Table 2.

EXAMPLES 2-5

A base paper of 68 g/m² in basis weight was prepared by a wire papermachine from a slurry comprising 80 parts of LBKP having a freeness of370 ml (CSF), 20 parts of NBKP having a freeness of 400 ml (CSF), 13parts of ground calcium carbonate, 1 part of cationic starch, 0.08 partof alkyl ketene dimer sizing agent (HARCON W manufactured by DickHercules Co.) and 0.4 part of polyalkylenepolyamineepichlorohydrinresin. During preparation of the paper, 2 g/m² (solid content) ofoxidized starch was applied thereto by a size press device to make acoated base paper. The Stockigt sizing degree of this base paper was 21seconds.

As a coating composition was prepared a solution of 18% in solid contentcomposed of 100 parts of synthetic silica (MIZUKASIL P78D manufacturedby Mizusawa Kagaku Kogyo Co.), 30 parts of polyvinyl alcohol (PVA 117manufactured by Kuraray Co.) and 20 parts of one compounds 4-7 (PAAderivatives) shown in Table 1. This coating composition was coated onthe surface of the base paper at a coverage of 10 g/m² (dry solidcontent) by a wire rod and was dried. Then, the coated paper wasmoderately supercalendered to obtain recording paper. Results ofevaluation of these recording paper on ink jet aptitudes are shown inTable 2.

COMPARATIVE EXAMPLE 2

A recording paper was prepared in the same manner as in Examples 2-5except that the PAA derivative was omitted from the coating composition.Results of evaluation of the recording paper on ink jet aptitudes areshown in Table 2.

COMPARATIVE EXAMPLE 3

A recording paper was prepared in the same manner as in Examples 2-5except that compound 8 shown in Table 1 was used in place of the PAAderivative in the coating composition. This recording paper wasevaluated on ink jet aptitudes to obtain the results as shown in Table2.

EXAMPLES 6 and 7

As a coating composition was prepared a solution of 20% in solid contentcomposed of 100 parts of synthetic silica (SYLOID 74 manufactured byFUJI Davidson Co.) and 30 parts of polyvinyl alcohol (PVA 117). Theresulting coating composition was coated on the same coated base paperas prepared in Examples 2-5 at a coverage of 8 g/m² (dry solid content)by an air knife coater and dried to obtain a base paper having an inkreceiving layer.

Separately, as a coating composition was prepared a solution of 10% insolid content composed of 100 parts of synthetic silica (FINESIL X37(B)manufactured by Tokuyama Soda Co.), 50 parts of polyvinyl alcohol (PVA117) and 20 parts of one of compounds 1 and 2 (PAA derivatives) shown inTable 1. This coating composition was coated on the above obtained basepaper at a coverage of 5 g/m² (dry solid content) and was dried. Thuscoated papers were moderately supercalendered to obtain recordingpapers. These recording papers were evaluated on ink jet aptitudes andthe results are shown in Table 2.

COMPARATIVE EXAMPLE 4

A recording paper was prepared in the same manner as in Examples 6 and 7except that polyalkylenepolyaminedicyanodiamide ammonium salt condensate(NEOFIX RP-70 manufactured by Nikka Kagaku Co.) was used in place of thePAA derivative. This recording paper was evaluated on ink jet aptitudesand the results are shown in Table 2.

COMPARATIVE EXAMPLE 5

A recording paper was prepared in the same manner as in Examples 6 and 7except that the PAA derivative was omitted. Ink jet aptitudes of thisrecording paper are shown in Table 2.

                                      TABLE 1                                     __________________________________________________________________________    PAA derivatives                                                                      Content of structural formula [I]                                             A                                                                      Compound                                                                             [III]/[IV]            (ratio)                                                                             q                                          __________________________________________________________________________            ##STR4##              (0/100)                                                                            1000                                       2                                                                                     ##STR5##              (0/100)                                                                            500                                        3                                                                                     ##STR6##              (0/100)                                                                            100                                        4                                                                                     ##STR7##              (0/100)                                                                            100                                        5                                                                                     ##STR8##             (50/50)                                                                             100                                        6                                                                                     ##STR9##             (50/50)                                                                             100                                        7                                                                                     ##STR10##            (80/20)                                                                              50                                        8                                                                                     ##STR11##             (0/100)                                                                             5                                         __________________________________________________________________________

                                      TABLE 2                                     __________________________________________________________________________           PAA   Water resistance (%)                                                                      Degree of discoloration and fading                                                                Ink absorbing                           derivative                                                                          BK Y  C  M  Xenon fadeometer                                                                        Sunlight                                                                           Ozone                                                                              rate *1                          __________________________________________________________________________    Example 1                                                                            No. 3 105                                                                              107                                                                              101                                                                              108                                                                              2.7       --   6.8  o                                Comparative                                                                          --    53 122                                                                              106                                                                              32 15.6      --   18.4 o                                Example 1                                                                     Example 2                                                                            No. 4 113                                                                              109                                                                              103                                                                              134                                                                              4.2       --   8.3  o                                Example 3                                                                            No. 5 98 114                                                                              100                                                                              115                                                                              4.5       --   8.2  o                                Example 4                                                                            No. 6 102                                                                              106                                                                              102                                                                              121                                                                              4.4       --   8.8  o                                Example 5                                                                            No. 7 95 120                                                                              98 95 4.8       --   8.5  o                                Comparative                                                                          --    12 91 109                                                                              10 16.6      --   17.9 o                                Example 2                                                                     Comparative                                                                          No. 8 47 132                                                                              105                                                                              33 9.5       --   9.3  o                                Example 3                                                                     Example 6                                                                            No. 1 98 100                                                                              102                                                                              110                                                                              --         3.7 9.7  o                                Example 7                                                                            No. 2 99 101                                                                              100                                                                              107                                                                              --         4.2 10.5 o                                Comparative                                                                          NEOFIX                                                                              110                                                                              100                                                                              100                                                                              108                                                                              --        20.3 23.7 o                                Example 4                                                                            RP-70                                                                  Comparative                                                                          --    15 89 109                                                                              11 --        18.2 19.1 o                                Example 5                                                                     __________________________________________________________________________     *1: The symbol "o" indicates good ink absorbing rate with practically no      problem.                                                                 

EXAMPLE 8

A recording paper was prepared in the same manner as in Example 1 exceptthat compound 14 shown in Table 4 as PAA-AG derivative was used in placeof PAA derivative. Ink jet aptitudes of this recording paper are shownin Table 5.

COMPARATIVE EXAMPLE 6

A recording paper was prepared in the same manner as in Example 8 exceptthat PAA-AG derivative was omitted from the size press solution used inExample 8. Ink jet aptitudes of this recording paper are shown in Table5.

EXAMPLES 9-12

Recording papers were prepared in the same manner as in Examples 2-5except that compounds 9-12 shown in Table 3 as PAA-AG derivatives wereused in place of PAA derivatives. Ink jet aptitudes of these recordingpapers are shown in Table 6.

COMPARATIVE EXAMPLE 7

A recording paper was prepared in the same manner as in Examples 9-12except that PAA-AG derivative were omitted from the coating compositionused in Examples 9-12. Ink jet aptitudes of this recording paper areshown in Table 6.

COMPARATIVE EXAMPLE 8

A recording paper was prepared in the same manner as in Examples 9-12except that compound 13 shown in Table 3 was used in place of the PAA-AGderivatives in the coating composition used in Examples 9-12. Ink jetaptitudes of this recording paper are shown in Table 6.

EXAMPLES 13-18

Recording papers were prepared in the same manner as in Examples 6 and 7except that compounds 14-19 shown in Table 4 as PAA-AG derivatives wereused in place of the PAA derivatives. Ink jet aptitudes of theserecording papers are shown in Table 7.

COMPARATIVE EXAMPLE 9

A recording paper was prepared in the same manner as in Examples 13-18except that polyalkylene-polyaminedicyanodiamide ammonium saltcondensate (NEOFIX RP-70 manufactured by Nikka Kagaku Co.) was used inplace of the PAA-AG derivatives used in Examples 13-18. Ink jetaptitudes of this recording paper are shown in Table 7.

COMPARATIVE EXAMPLE 10

A recording paper was prepared in the same manner as in Examples 13-18except that the PAA-AG derivative was omitted. Ink jet aptitudes of thisrecording paper are shown in Table 7.

EXAMPLE 19

A coating composition was prepared from a solution of solid content 10%of which is composed of polyvinyl alcohols (PVA 117: 50 parts and PVA205: 50 parts) and 10 parts of compound 17 in Table 4 as PAA-AGderivative. This coating composition was coated on the surface of atransparent polyester film of 100 μm thick at a coverage of 15 g/m² (drysolid content) by a roll coater to obtain a transparent recordingmedium. Ink jet aptitudes of this recording medium are shown in Table 7.

COMPARATIVE EXAMPLE 11

A transparent recording medium was prepared in the same manner as inExample 19 except that the PAA-AG derivative was omitted. Ink jetaptitudes of this recording medium are shown in Table 7.

                  TABLE 3                                                         ______________________________________                                        PAAAG derivatives                                                             Content of structural formula [II]                                            Compound                                                                              R.sub.1    p       A           m + n                                  ______________________________________                                         9      CH.sub.2 CH.sub.2                                                                        -1                                                                                     ##STR12##  10                                     10      "          "       "           50                                     11      "          "       "           90                                     12      "          2       "           50                                     13      "          1       "            5                                     ______________________________________                                    

                                      TABLE 4                                     __________________________________________________________________________    PAAAG derivatives                                                             Content of structural formula [II]                                                           A                                                              Compound                                                                            R.sub.1                                                                              p [III]/[IV]            (ratio)                                                                            m + n                               __________________________________________________________________________    14    CH.sub.2 CH.sub.2                                                                    1                                                                                ##STR13##            (0.5/0.5)                                                                          90                                  15    "      " "                     (0.3/0.7)                                                                          90                                  16    "      " "                     (0.1/0.9)                                                                          90                                  17    "      "                                                                                ##STR14##            (0.5/0.5)                                                                          90                                  18    "      " "                     (0.8/0.2)                                                                          30                                  19                                                                                   ##STR15##                                                                           " "                     (0.1/0.9)                                                                          90                                  __________________________________________________________________________

                                      TABLE 5                                     __________________________________________________________________________                   Discoloration and fading ΔE                                                           Water resistance                                                                           Image density                              PAA-AG  (Xenon fadeometer)                                                                          (%)          (O.D.)       Ink                           derivative used                                                                       Bk Y   C  M   Bk Y  C   M  Bk Y  C   M  absorbing              __________________________________________________________________________                                                           rate                   Example 8                                                                            No. 14  4.9                                                                              7.8 6.0                                                                              33.3                                                                              102                                                                              107                                                                              103 105                                                                              0.91                                                                             0.60                                                                             0.87                                                                              0.96                                                                             o                      Comparative                                                                          --      15.6                                                                             7.7 10.8                                                                             45.4                                                                               53                                                                              122                                                                              106  32                                                                              0.87                                                                             0.59                                                                             0.86                                                                              0.93                                                                             o                      Example 6                                                                     __________________________________________________________________________

                                      TABLE 6                                     __________________________________________________________________________                   Discoloration and fading ΔE                                                           Water resistance                                                                           Image density                              PAA-AG  (Xenon fadeometer)                                                                          (%)          (O.D.)       Ink                           derivative used                                                                       Bk Y   C  M   Bk Y  C   M  Bk Y  C   M  absorbing              __________________________________________________________________________                                                           rate                   Example 9                                                                            No. 9   7.7                                                                              7.5 6.2                                                                              35.0                                                                              85 110                                                                              105 91 1.11                                                                             0.63                                                                             1.02                                                                              1.15                                                                             o                      Example 10                                                                           No. 10  5.8                                                                              7.6 6.0                                                                              34.5                                                                              87 100                                                                               99 96 1.13                                                                             0.62                                                                             1.03                                                                              1.15                                                                             o                      Example 11                                                                           No. 11  4.5                                                                              7.4 7.0                                                                              33.2                                                                              120                                                                              115                                                                              102 138                                                                              1.12                                                                             0.63                                                                             1.03                                                                              1.16                                                                             o                      Example 12                                                                           No. 12  6.2                                                                              7.6 7.3                                                                              34.8                                                                              113                                                                              109                                                                              105 119                                                                              1.11                                                                             0.64                                                                             1.04                                                                              1.14                                                                             o                      Comparative                                                                          --      16.6                                                                             7.9 10.4                                                                             48.0                                                                              12  91                                                                              109 10 1.09                                                                             0.60                                                                             1.02                                                                              1.09                                                                             o                      Example 7                                                                     Comparative                                                                          No. 13  9.5                                                                              7.0 7.2                                                                              50.2                                                                              28 110                                                                              117 53 1.08                                                                             0.61                                                                             1.02                                                                              1.10                                                                             o                      Example 8                                                                     __________________________________________________________________________

                                      TABLE 7                                     __________________________________________________________________________                     Image density                                                                             Discoloration and fading ΔE                                                           Water resistance                          PAA-AG    (O.D.)      (Sunlight 24 hr)                                                                            (%)         Ink                           derivative used                                                                         Bk Y  C  M  Bk Y   C  M   Bk Y  C  M  absorbing              __________________________________________________________________________                                                           rate                   Example 13                                                                           No. 14    1.14                                                                             0.64                                                                             1.06                                                                             1.14                                                                             7.3                                                                              0.8 1.4                                                                              3.9 130                                                                              100                                                                              103                                                                              123                       Example 14                                                                           No. 15    1.12                                                                             0.64                                                                             1.05                                                                             1.13                                                                             5.4                                                                              0.6 0.7                                                                              2.0 142                                                                              101                                                                              105                                                                              116                                                                              o                      Example 15                                                                           No. 16    1.13                                                                             0.65                                                                             1.06                                                                             1.14                                                                             5.2                                                                              0.6 0.8                                                                              2.3 138                                                                              100                                                                              106                                                                              118                                                                              o                      Example 16                                                                           No. 17    1.16                                                                             0.65                                                                             1.09                                                                             1.15                                                                             6.8                                                                              0.7 1.2                                                                              3.5 106                                                                              100                                                                              100                                                                              102                                                                              o                      Example 17                                                                           No. 18    1.15                                                                             0.64                                                                             1.08                                                                             1.15                                                                             7.7                                                                              1.0 1.6                                                                              3.8 107                                                                              100                                                                              102                                                                              110                                                                              o                      Example 18                                                                           No. 19    1.14                                                                             0.65                                                                             1.06                                                                             1.14                                                                             7.1                                                                              1.1 1.2                                                                              3.3 113                                                                              102                                                                              103                                                                              115                                                                              o                      Comparative                                                                          NEOFIX    1.12                                                                             0.64                                                                             1.06                                                                             1.13                                                                             20.3                                                                             1.0 1.9                                                                              15.1                                                                              110                                                                              100                                                                              100                                                                              108                                                                              o                      Example 9                                                                            RP-70                                                                         (Nikka kagaku Co.)                                                     Comparative                                                                          --        1.08                                                                             0.60                                                                             0.99                                                                             1.06                                                                             18.2                                                                             1.1 2.2                                                                              5.6  15                                                                               89                                                                              109                                                                               11                                                                              o                      Example 10                                                                    Example 19*.sup.1                                                                    No. 17    o           o             o           o                      Comparative                                                                          --        o           x             x           o                      Example 11*.sup.1                                                             __________________________________________________________________________     *.sup.1 Image density, degree of discoloration and fading and water           resistance in Example 19 and Comparative Example 11 were visually             determined. The symbol "o" for image density indicates high density. The      symbols "o" and "x" for discoloration and fading ΔE indicate less       discoloration and fading and much discoloration and fading, respectively.     The symbol "o" for water resistance indicates good water resistance and       the symbol "x" indicates low water resistance ofmagenta and black images.     The symbol "o" for ink absorbingrate in Tables 5, 6 and 7 indicates good      absorbing rate with practically no problem.                              

As explained above, according to the ink jet recording medium of thisinvention which contains poly(dialkanolallylamine) derivative orpoly(dialkanolamino modified alkylene glycol) derivative containing aglycol as a linking group, not only water resistance can be imparted torecorded images, but also color quality of the images can be improvedand besides, light resistance and ozone resistance of black images aremarkedly improved.

What is claimed is:
 1. In an ink jet recording medium including asubstrate for recording images with an aqueous ink wherein theimprovement comprises impregnating or coating the substrate of saidrecording medium with at least one member selected from the groupconsisting of a poly(dialkanol allylamine) derivative of the formula:##STR16## and a poly(dialkanol modified alkylene glycol) derivative ofthe formula: ##STR17## wherein R₁ is an alkylene group having 2 to 4carbon atoms or a hydroxyalkylene group having 3 to 4 carbon atoms; p isan integer of 1 to 3; A is a tertiary and/or quaternary dialkanolaminogroup represented by the formulae: ##STR18## in which R₂ and R₃ areindependently a hydroxyalkyl group having 2 to 3 carbon atoms; R₄ ishydrogen or an alkyl group having 1 to 2 carbon atoms; and X.sup.⊖ ishalogen or an anion of the formula: CH₃ SO₄.sup.⊖ or C₂ H₅ SO₄.sup.⊖ ; mand n are independently an integer of 5 to 50 and m+n=10 to 100; and qis an integer of 10 to
 1000. 2. An ink jet recording medium according toclaim 1, wherein said at least one member for impregnating or coatingthe substrate of the recording medium contains a poly(dialkanolallylamine) derivative of the formula: ##STR19## wherein A is a tertiaryand/or quanternary dialkanolamino group represented by the formulae:##STR20## in which R₂ and R₃ are independently a hydroxyalkyl grouphaving 2 to 3 carbon atoms; R₄ is hydrogen or an alkyl group having 1 to2 carbon atoms; and X.sup.⊖ is halogen or an amino of the formula: CH₃SO₄.sup.⊖ or C₂ H₄ SO₄.sup.⊖ ; and q is an integer of 10 to
 1000. 3. Anink jet recording medium according to claim 1, wherein said at least onemember for impregnating or coating the substrate of the recording mediumcontains a poly(dialkanol modified alkylene glycol) derivative of theformula: ##STR21## wherein R₁ is an alkylene group having 2 to 4 carbonatoms or a hydroxyalkylene group having 3 to 4 carbon atoms; p is aninteger of 1 to 3; A is a tertiary and/or quaternary dialkanolaminogroup represented by the formulae: ##STR22## in which R₂ and R₃ areindependently a hydroxyalkyl group having 2 to 3 carbon atoms; R₄ ishydrogen or an alkyl group having 1 to 2 carbon atoms; and X.sup.⊖ ishalogen or an anion of the formula: CH₃ SO₄.sup.⊖ or C₂ H₅ SO₄.sup.⊖ ;and m and n are independently an integer of 5 to 50 and m+n=10 to 100.4. An ink jet recording medium according to claim 3, wherein thepoly(dialkanol modified alkylene glycol) derivative of the formula (II)is: ##STR23## wherein m+n=90.
 5. An ink jet recording medium accordingto claim 3, wherein the poly(dialkanol modified alkylene glycol)derivative of the formula (II) is ##STR24## wherein R₁ is an alkylenegroup having 2 to 3 carbon atoms; p is an integer of 1 or 2; A is atertiary and/or quaternary dialkanolamino group represented by theformulae: ##STR25## in which R₂ and R₃ are independently a hydroxyalkylgroup having 2 carbon atoms; R₄ is an alkyl group having 1 carbon atom;X is Cl or an anion of the formula: CH₃ SO₄ ; m and n are independentlyan integer of 5 to 50 and m+n=10 to
 90. 6. The ink jet recording mediumof claim 1 wherein the aqueous ink contains at least one water-solubledye selected from the group consisting of direct dyes, acidic dyes,basic dyes and reactive dyes.
 7. The ink jet recording medium of claim 1wherein the aqueous ink contains a water-soluble dye which is a coloringmaterial for food.
 8. An ink jet recording medium for receiving anaqueous ink, said recording medium obtained by impregnating a supportwith a solution containing a poly(dialkanol allylamine) derivative ofthe formula: ##STR26## and/or a poly(dialkanol modified alkylene glycol)derivative of the formula: ##STR27## wherein R₁ is an alkylene grouphaving 2 to 4 carbon atoms or a hydroxyalkylene group having 3 to 4carbon atoms; p is an integer of 1 to 3; A is a tertiary and/orquanternary dialkanolamino group represented by the formulae: ##STR28##in which R₂ and R₃ are independently a hydroxyalkyl group having 2 to 3carbon atoms; R₄ is hydrogen or an alkyl group having 1 to 2 carbonatoms; and X.sup.⊖ is halogen or an anion of the formula: CH₃ SO₄.sup.⊖or C₂ H₅ SO₄.sup.⊖ ; m and n are independently an integer of 5 to 50 andm+n=10 to 100; and q is an integer of 10 to
 1000. 9. The ink jetrecording medium of claim 8 wherein the aqueous ink contains at leastone water-soluble dye selected from the group consisting of direct dyes,acidic dyes, basic dyes and reactive dyes.
 10. The ink jet recordingmedium of claim 8 wherein the aqueous ink contains a water-soluble dyewhich is a coloring material for food.
 11. An ink jet recording mediumfor receiving an aqueous ink coloring for foods, said recording mediumobtained by coating on a support a coating composition containing apoly(dialkanol allylamine) derivative of the formula: ##STR29## and/or apoly(dialkanol modified alkylene glycol) derivative of the formula:##STR30## wherein R is an alkylene group having 2 to 4 carbon atoms or ahydroxyalkylene group having 3 to 4 carbon atoms; p is an integer of 1to 3; A is a tertiary and/or quaternary dialkanolamino group representedby the formulae: ##STR31## in which R₂ and R₃ are independently ahydroxyalkyl group having 2 to 3 carbon atoms; R₄ is hydrogen or analkyl group having 1 to 2 carbon atoms; and X.sup.⊖ is halogen or ananion of the formula: CH₃ SO₄.sup.⊖ or C₂ H₅ SO₄.sup.⊖ ; m and n areindependently an integer of 5 to 50 and m+n=10 to 100; and q is aninteger of 10 to
 1000. 12. An ink jet recording medium according toclaim 11, wherein the coating composition comprises a poly(dialkanolallylamine) derivative of the formula (I) and/or a poly(dialkanolmodified alkylene glycol) derivative of the formula (II) and one or morecomponents selected from the group consisting of pigments and binders.13. The ink jet recording medium of claim 11 wherein the aqueous inkcontains at least one water-soluble dye selected from the groupconsisting of direct dyes, acidic dyes, basic dyes and reactive dyes.14. The ink jet recording medium of claim 11 wherein the aqueous inkcontains a water-soluble dye which is a coloring material for food. 15.An ink jet recording medium for receiving an aqueous ink, said recordingmedium including a support coated or impregnated with a poly(dialkanolallylamine) derivative of the formula: ##STR32## and/or a poly(dialkanolmodified alkylene glycol) derivative of the formula: ##STR33## wherein Ris an alkylene group having 2 to 4 carbon atoms or a hydroxyalkylenegroup having 3 to 4 carbon atoms; p is an integer of 1 to 3; A is atertiary and/or quaternary dialkanolamino group represented by theformulae: ##STR34## in which R₂ and R₃ are independently a hydroxyalkylgroup having 2 to 3 carbon atoms; R₄ is hydrogen or an alkyl grouphaving 1 to 2 carbon atoms; and X.sup.⊖ is halogen or an anion of theformula: CH₃ SO₄.sup.⊖ or C₂ H₅ SO₄.sup.⊖ ; m and n are independently aninteger of 5 to 50 and m+n=10 to 100; and q is an integer of 10 to 1000.16. The ink jet recording medium of claim 15 wherein the aqueous inkcontains at least one water-soluble dye selected from the groupconsisting of direct dyes, acidic dyes, basic dyes and reactive dyes.17. The ink jet recording medium of claim 15 wherein the aqueous inkcontains a water-soluble dye which is a coloring material for food.